This is story is a few years old. It all happened when i was 16. I used to live in a apartment, my apartment had a nice roof top where i would spend most of my nights. I had recently developed the habit of smoking and the roof top was a nice place to smoke up, my dad would kill me if he ever found out.
A little bit about me, i was 5ft 5 tall, had a chubby and curvy body. I also had a smooth white body, my ass was pretty round and sexy. I was not gay but i always felt myself attracted to older hairy men. I didn't felt attracted to girls and even porn didn't excite me. I also had no friends and you could call me a lone wolf since i was always alone.
Now coming to the story, One night i was having a smoke at the roof, it was then i heard some noise, i quickly threw away the cigarette and went to look. It was the new building security guard, Bob. Bob was an bald old man, probably in his 50s, he was tall and had a big belly. He was pretty hairy too and had a white moustache. He looked really sexy standing there with his flashlight.
Apparently he had come to have a smoke too, we talked and smoked a few cigarettes. I was really attracted to his personality and he looked liked a dream man for me. After that night we would have these moments every night. Now i really liked him but i knew nothing could happen between us since homosexuality was still taboo. And i still had not considered myself as gay. What i didn't know is that he was attracted to me too and that he wanted to seduce me.
One night we were having a chat at the roof. Bob asked if i wanted to do some weed, now i had never done it before and always wanted to try it out. I agreed instantly and he made a fat joint. We started smoking it and i was started to feel light headed. The effects were kicking in. When he realised i was completely stoned, he came close to me and started feeling me up. He was caressing my back and telling me how much he liked me. I was really stoned and i ended up telling him that i liked older men like him and all. He was rubbing my chest and asking me if i ever had a relation with any man before. I didnt even get to reply to him that he leaned and started kissing me. It was my first kiss and i enjoyed it alot. I was enjoying it alot and he put his hand under my shirt then started playing with my nipples. All this was making me horny and i had lost of sense of control over my body.
He asked if i wanted to go somewhere comfortable and i nodded. He carried me towards the guard room at the bottom floor. He put me down on the sofa and then locked the door and put the curtains over the windows. He came upto me and took off his jacket. I lay on the sofa completely out of my senses watching him strip down to his underwear. Bob was looking very sexy and i was raging a hard on. He then started taking my clothes off and completely stripped me naked. I sat there on the couch naked with a boner. He started by kissing me and then licked my whole body from head to toe. He grabbed my 6 inch boner and started sucking on it, i had never experienced this much pleasure ever in my life.
He sucked me for 10 mins then lifted my legs and spread my ass. He buried his face in my ass and started licking my hole. Oh my it was like i was going crazy with pleasure. He was pushing his tongue into my hole, he then got up and pulled his underwear down. I saw his cock it was so big, it was the length of my arm. It was as thick as my own cock but it was atleast 9 inch long.
Bob spit on his cock and lubed it up. He then placed his cock on my hole and started to push it. I started to feel pressure on my hole and then with a pop his entered me. It started to hurt but it was bearable. He only entered the head of his cock. He leaned and kissed me, while his tongue was ravaging my mouth his cock was slowly being entered into my hole. I dont know why if it was the weed but i didnt feel much pain, the only thing i felt was pleasure even though it was my first time taking something up my ass. Slowly and gradually he was balls deep inside me. He stopped kissing me and held me in a more comfortable position. He pulled his cock out and then shoved it back in one thrust. It made me moan and he kept doing this. Then after sometime he started to pound me, at first he was slow but then gradually increased his speed. Soon he was pounding me like crazy and i could help but moan in pleasure. He huge cock was going deep in my hole and i could feel it inside my stomach.
After getting pounded by Bob for 15 mins i was at my limit. I ended up shooting my load without even touching my cock. Bob was about to cum too, he increased his speed and was mercilessly pounding my ass. 'flop' flop' sounds were coming from my ass. He then gave a hard push and i felt his cock swell up in my hole, seconds later i felt warm cum flowing deep inside my hole. Bob was grunting in pleasure, he came some in my hole then pulled his cock out and immediately brought it near my mouth and shoved it in. He came the rest in my mouth and didnt pull out until i swallowed it. He pulled his cock out and rubbed his stick cock over my face then rubbed my own cum on my chest with his cock.
After this i was really drained and i ended up passing out on the couch. Bob was not done yet he went on to fuck me countless time over the night while i was passed out. I woke up 6 hours later, it was already early morning. I was on top Bob, i could feel his hairy chest against my face. My cock was hard and i was moving on top of him. Bob was fucking me still, it was his 4th fuck of the night. He had his hands on my ass and was spreading it. He was pounding me while i was on top of him. I thought all of that was a dream but it wasnt. I looked up to Bob and asked him to stop but graciously ignored me and continued to pound me. I still had not recovered my strength. Although the pounding was giving me pleasure, my cock was being rubbed between our bodies and i couldnt control the pleasure. Bob ended up shooting his load inside of me and the feeling made me cum again.
I lay on top of him for sometime and then he lifted me off. He told me to get dressed and go home. He also dressed up and was ready to go home. I went home barely able to walk and slept the whole day. I was feeling embarrassed to what i had done and i didnt go to the roof that night. Infact i didnt go there for a week. After that i felt like i needed to talk to him and tell him it was wrong i did it under the influence of drugs. I went to the roof and he was already there smoking. He was happy to see me but he got mad when i told him about it being a mistake. He then did the unthinkable and pulled his cock out, he said "get on your knees and suck it". I told him again that it was not going to happen again although part of me liked what happened and wanted to try it again for last few days. He grabbed me by my neck and pulled his phone out. He showed me the video of him fucked me countless time and me moaning like slut. He blackmailed into showing this video since my face was visible while his face was not showing. I had no choice i got on my knees and sucked him off. Then he fucked me standing up on the roof and then we continued to fuck till early morning in his room. Although i felt guilty but i wanted to try it again and i enjoyed every bit of the sex. Every since then he would fuck me every night and he turned me into a slut fucking me so much that i would have to meet others for sex too.
